Boston Bass Charters 

5.0/5 (16 reviews)
 707 Shirley Street, Winthrop, MA 02152, United States

Boston Bass Charters 

Winthrop, MA, United States
26 ft
6
5.0/5 (16 reviews)

Boston Bass Charters has a trip with your name on it along the stunning waters of Boston . Having logged many hours on these tides, Captain Will knows them forwards and back.

Local species include Striped Bass, Bluefish, and more if you come at the right time of year. For these species, you're likely to cast,jig,troll and bottom fish using light tackle.

Capt. Will welcomes anglers of all ages, including kids, so get 'em offline and onto the water! Children must wear life vests, so find out if the appropriate size is available on board. And, you can't go wrong with snacks so that nobody gets grumpy on an empty belly!

You'll be dropping lines from a 2026 26' Sea Pro center console with capacity for 6 passengers. It has all the essentials no fishing machine can run without. There's a toilet on board for your convenience. Your captain will provide rods and reels, along with lures. Live bait is included, but it's good to ask about this so you know if you'll be catching it yourself.

The charter boat covers your fishing license, so all you have to do is show up ready for a good time! Keep in mind that you may release some fish due to regulations. Your captain will help you follow regulations while you fish.

A few items to bring include sunglasses, sunscreen (non-spray), bottled water, and a hat. Alcohol is allowed in moderation, just be sure to avoid hard liquor as well as glass bottles.

You could keep reading this, but wouldn't you rather be fishing with Boston Bass Charters?

Boston Bass Charters has a trip with your name on it along the stunning waters of Boston . Having logged many hours on these tides, Captain Will knows them forwards and back.

Local species include Striped Bass, Bluefish, and more if you come at the right time of year. For these species, you're likely to cast,jig,troll and bottom fish using light tackle.

Capt. Will welcomes anglers of all ages, including kids, so get 'em offline and onto the water! Children must wear life vests, so find out if the appropriate size is available on board. And, you can't go wrong with snacks so that nobody gets grumpy on an empty belly!

You'll be dropping lines from a 2026 26' Sea Pro center console with capacity for 6 passengers. It has all the essentials no fishing machine can run without. There's a toilet on board for your convenience. Your captain will provide rods and reels, along with lures. Live bait is included, but it's good to ask about this so you know if you'll be catching it yourself.

The charter boat covers your fishing license, so all you have to do is show up ready for a good time! Keep in mind that you may release some fish due to regulations. Your captain will help you follow regulations while you fish.

A few items to bring include sunglasses, sunscreen (non-spray), bottled water, and a hat. Alcohol is allowed in moderation, just be sure to avoid hard liquor as well as glass bottles.

You could keep reading this, but wouldn't you rather be fishing with Boston Bass Charters?

Will Santiago
Captain
Will Santiago
6 years of experience
ID & credentials verified

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
August 2026
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Number of days
1
Group Size
2 adults • 0 children
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Almost there...
5 Hour Trip – 1on1 Fishing 1Person
In high demand Last booked: 3 days ago
Non-refundable
5 hour trip starts at 5:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri)
Bass (Striped)
Bluefish (Tailor)
US $600
Entire boat: up to 6 people
5 Hour Trip- 2 people
In high demand Last booked: 6 days ago
Non-refundable
5 hour trip starts at 5:00 AM
Bass (Striped)
Bluefish (Tailor)
US $600
Entire boat: up to 6 people
5 Hour Trip 5 people
Non-refundable
5 hour trip starts at 5:00 AM
Bass (Striped)
Bluefish (Tailor)
US $950
Entire boat: up to 6 people
7 Hour Trip 5 People
Non-refundable
7 hour trip starts at 5:00 AM
Bass (Striped)
Bluefish (Tailor)
US $1,200
Entire boat: up to 6 people
There are 4 people looking at this charter.

Customer reviews

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Rating

5.0
16 reviews
5.0
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (37)

All reviews (16)

Frequently mentioned
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Showing 15 of 16 reviews
Martin Keller
Martin Keller
us
Arizona, US
Member since 2026
5.0
Verified
New
Just a Pro
5 Hour Trip – 1on1 Fishing 1Person on July 22, 20261 adult

Had an epic day fishing with Will. I have fished so many different places but had no idea how good the Boston area was. It's a long way from AZ but I will be back just to fish Will and Boston Bass Charters. Crew - When fishing slows down you always hear "let's make a move". When Capt. Will says it he already knows where he is going next. Instead of a boat ride searching, you are back on the fish in minutes. You can also tell he would be great with kids and the less experienced anglers. He definitely educated me on the fishery and techniques. Boat - That boat is incredible. From the electronics, power, and the way it rides I can't imagine a better platform. now I just need to convince my wife that I really need one just like it. I have never posted a review for anything and probably never will again but this trip deserved it.

Reported catch:
Striped Bass
Will Santiago
Response from Captain

Appreciate the review Martin! Always a good time when i can double up with another fisherman. See you on the next visit to Boston!

Cameron Patterson
Cameron Patterson
us
Massachusetts, US
Member since 2026
5.0
Verified
New
BIRTHDAY TRIP!!!
5 Hour Trip – 1on1 Fishing 1Person on July 24, 20262 adults

Took my boyfriend out for his birthday and we had such a great time! We caught 6 striped bass and had an awesome morning on the water. Captain Will was super patient (it was my first time) friendly, and made sure we were comfortable the whole trip. The boat was clean, all the equipment was provided, and everything was well organized. Whether you’re experienced or it’s your first time fishing, I’d definitely recommend booking with Captain Will. Thanks for making my boyfriend’s birthday such a memorable one - we’ll definitely be back!!

Will Santiago
Response from Captain

Thank you for the wonderful review! I had a blast taking you both out and catching those Boston Bass.Looking forward to having you back out on the water with me again!

Richard Kingston
Richard Kingston
Repeat angler
gb
United Kingdom
Member since 2023
2 trips
5.0
Verified
New
A great trip
5 Hour Trip – 1on1 Fishing 1Person on August 12, 20261 adult

I have never fished for stripped bass before, but they fight well and I caught them to nudging 20lb (35 inches). Will is a great captain and he will definitely fish with him again when I’m next in Boston.

Will Santiago
Response from Captain

Thanks Richard! Can’t wait to fish with you again!

Mike Unwin
Mike Unwin
us
Massachusetts, US
Member since 2025
5.0
Verified
New
MUST BOOK! Amazing Capt, Boat, Catching, & Overall Day!
5 Hour Trip- 2 people on August 9, 20261 adult1 child

What an amazing day on the water! Capt. Will is very knowledgable about the local grounds and had us on fish right away! He made my 12 yr old son and I feel like first mates. We will definitely be back. 

Reported catch:
Striped Bass
Will Santiago
Response from Captain

Awesome time out there Mike. See you out there soon! Thanks for checking me out!

Logan West
Logan West
us
Texas, US
Member since 2019
5.0
Verified
Awesome trip
5 Hour Trip- 2 people on June 15, 20262 adults

Captain Will was super nice and professional.

Will Santiago
Response from Captain

Thanks Again Logan!! Hope to see you in Boston again.

FAQs about Boston Bass Charters

Boston Bass Charters offers the following trips to customers:
  • US $600 per group - 5 Hour Trip – 1on1 Fishing 1Person (5 hours)
  • US $600 per group - 5 Hour Trip- 2 people (5 hours)
  • US $950 per group - 5 Hour Trip 5 people (5 hours)
  • US $1,200 per group - 7 Hour Trip 5 People (7 hours)
When you book a trip with Boston Bass Charters, you can expect the following amenities onboard:
  • Toilet Portable
  • GPS
  • Fishfinder
  • Live bait well
  • Wireless trolling motor
  • Ice box
  • Radar
Trips booked with Boston Bass Charters include:
  • Rods, reels & tackle
  • Live bait (We will find and catch our own live bait or use lures if preferred.)
  • Lures
  • Catch cleaning & filleting (Filleting fish is included and done on the boat. Tips are always welcomed for that service.)
  • Fishing license (Fishing license included on fishing trip)
Boston Bass Charters offers the following types of fishing:
  • Inshore fishing
  • Nearshore fishing
Boston Bass Charters offers the following fishing techniques:
  • Light tackle
  • Bottom fishing
  • Trolling
  • Spinning
  • Jigging
  • Popping
  • Drift fishing
  • Deep sea fishing
Top targeted fish species with Boston Bass Charters include:
  • Bass (Striped)
  • Bluefish (Tailor)

Your captain

Will Santiago
Will Santiago
Will Santiago

Winthrop, Massachusetts, United States

ID & license verified
16 Customer reviews
Typical response within 3 hours
Member since February 2024

Operating a 2026 26' Sea Pro center console, Capt. Will ensures a comfortable fishing experience in the waters of Boston, Massachusetts. Keep your eyes peeled for Bluefish and Striped Bass as you try your hand at bottom fishing, spinning, popping, trolling, drifting, jigging, and more. The only way to learn is to join them on the water.

ID & license verified
16 Customer reviews
Typical response within 3 hours
Member since February 2024

Operating a 2026 26' Sea Pro center console, Capt. Will ensures a comfortable fishing experience in the waters of Boston, Massachusetts. Keep your eyes peeled for Bluefish and Striped Bass as you try your hand at bottom fishing, spinning, popping, trolling, drifting, jigging, and more. The only way to learn is to join them on the water.

The fish you can target

Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)
Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)

Real catches by this captain

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What is the boat like?

Boat image
Boat category
Center console boats
Capacity
6 persons
Boat length
26 ft
Year built
2026
Boat manufacturer
Sea Pro
Boat type
Center console
Engine model
Yamaha
Powered by
2 x 200HP
Max cruising speed
50 knots

What kind of fishing will you do?

Inshore Fishing
Nearshore Fishing

Which fishing techniques you can try

Light Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Popping
Drift Fishing
Deep Sea Fishing

Which amenities are available onboard

Toilet
Portable
GPS
Fishfinder
Live bait well
Wireless trolling motor
Ice box
Radar
What's included in the trip price
Rods, reels & tackle
Live bait
We will find and catch our own live bait or use lures if preferred.
Lures
Catch cleaning & filleting
Filleting fish is included and done on the boat. Tips are always welcomed for that service.
Fishing license
Fishing license included on fishing trip

How cancellations work

Deposit non-refundable

If it is unsafe to travel, you may still cancel free of charge or change the date(s) of your booking.

More details

What the listing policies are

Pickup not included

Transfer to/from departure site is not included in trip rates.

Child friendly
Boston Bass takes out all ages of kids. Life jackets for kids will be supplied.
You keep catch
Catch and release allowed

How you can pay

Book with 10% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 10% deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

 Cash

 Visa

 Mastercard

 American Express

 PayPal

When paying the remaining balance with a credit card, an additional 4% charge will apply.

What’s biting in Winthrop right now

Bass (Striped)Bass (Striped)
Bluefish (Tailor)Bluefish (Tailor)

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